21 Stockbridge Rd, West Stockbridge, MA 01266

New Listing
$1,999,000
Property Type: Residential Bedrooms: 6 Baths: 4 Square Footage: 4,188 Lot Size (sq. ft.): 102,366 Status: Active
Current Price: $1,999,000 List Date: 4/20/2026 Last Modified: 4/20/2026

Overview

Description

Originally built with classic 19th century detail, this 6 bedroom, 3.5 bath Colonial/Victorian has been thoughtfully expanded and renovated, carefully embellishing its original character with today's sought-after conveniences. Elegantly spacious rooms with high ceilings and tall windows lead to the well-designed kitchen, where you'll find 2 copper sinks, Wolf double ovens, pot filler, warming drawer, built-in Miele coffee maker, and even a dumb waiter! In addition, a large sunroom was added, with radiant floor heat for year-round enjoyment. Other modern upgrades include a sophisticated central A/C system, back-up generator, and water filtration system. Most recently a gorgeous, heated in-ground pool was installed on your private 2.35 acres. Historically named ''Hilltop,'' this gracious

Supplements: home is perched on a knoll overlooking the quaint village of West Stockbridge with its intriguing shops, cafes, restaurants and convenient deli/grocery store. Walk to Card Lake. And there's an extra bonus; town water, and town sewer.

Listing Details MLS# 249230

Location, Tax & Legal

Registry
South Registry
Street #
21
Street Name
Stockbridge
Street Ext
Rd
State/Province
MA
Postal Code
01266
Map Ref
WSTO M:105 B:00000 L:0003
Assess Amt
798900
Elem School
Muddy Brook Reg.
Middle School
W.E.B. Du Bois Reg.
High School
Monument Mountain
Assessed Year
2025
Taxes
7685
Tax Year
2025
Page
295

Contract Information

Accessory Dwelling Unit
No
Original List Price
1999000
Limited Service
No
Agent Interest
None

General Property Description

Realtor.COM Type
Residential - Single Family
Sq Ft Liv Apx
4188
Sq Ft Source
Assessor
Total Rooms
13
Total Bedrooms
6
Total Full Baths
3
Total Half Baths
Yes
Total Bathrooms
4
Garage Stalls
Yes
Parking Spaces Type
Off Street
Surveillance
Yes
Year Built Apx
1800
Year Built Source
Assessor
Yr Blt Description
Renovated Since
Lot Size Dimensions
Irregular
Acres Apx
2.35
Lot Size SqFt
102366
Frontage Apx
122.5

Status Change Info

Status Change Date
2026-04-20

Building Info

Exterior Color
white
Gas Fireplace #
2

Remarks & Misc

Directions
At the intersection of Routes 41 & 102, up a well-marked driveway
Marketing/Headline
UPDATED VILLAGE CLASSIC, WITH A POOL!

More Information

Restrict Covenants

No
Yes

Appliances Incl

Built-In Electric Oven
Yes
Cooktop
Yes
Dishwasher
Yes
Dryer
Yes
Microwave
Yes
Range Hood
Yes
Refrigerator
Yes
Washer
Yes

Basement

Crawl
Yes
Full
Yes
Interior Access
Yes

Exterior Amenities

Deck
Yes
Fenced-Partially
Yes
Pool - In Ground
Yes
Porch
Yes
Privacy
Yes

Flood Hazard Area

No
Yes

Floor

Ceramic Tile
Yes
Wood
Yes

Fuel

Oil
Yes

Garage

Attached
Yes
Auto Opener
Yes
Heated
Yes
Oversized
Yes

Heat/Cool/Vent

Central AC
Yes
Hybrid
Yes

Hot Water

Electric
Yes

Interior Amenities

Alarm System
Yes
Backup Generator
Yes
Bay/Bow Window
Yes
Cable Available
Yes
Fireplace (s)
Yes
Granite Counter
Yes
Radiant Heat
Yes
Sun Room
Yes

Internet Service

Cable Available
Yes

Lead Paint

Unk
Yes

Title V

Not Applicable
Yes

Underground Oil Tank

Unk
Yes

Water

Public
Yes

Right to Farm Comm

Yes
Yes

Sewer

Public
Yes

Easement

No
Yes

Survey

No
Yes

Right of Way

Yes
Yes

Accessibility

1st Fl Bdrm
Yes
1st Flr Full Bath
Yes
1st Flr Half Bath
Yes

Electric Type

200 Amp
Yes

Views

Pastoral
Yes

Construction

Wood Frame
Yes

Roof

Asphalt Shingles
Yes

Style

Colonial
Yes

Zoning

Residential
Yes

Seller Disc

No
Yes

Exterior Siding

Wood
Yes

Possession

Close Of Escrow
Yes

Property Features

Restrict Covenants: No Title V: Not Applicable Underground Oil Tank: Unk Water: Public Sewer: Public Easement: No Survey: No Right of Way: Yes Right to Farm Comm: Yes Flood Hazard Area: No Views: Pastoral Electric Type: 200 Amp Style: Colonial Interior Amenities: Alarm System; Backup Generator; Bay/Bow Window; Cable Available; Fireplace (s); Granite Counter; Radiant Heat; Sun Room Internet Service: Cable Available Accessibility: 1st Fl Bdrm; 1st Flr Full Bath; 1st Flr Half Bath Exterior Amenities: Deck; Fenced-Partially; Pool - In Ground; Porch; Privacy Appliances Incl: Built-In Electric Oven; Cooktop; Dishwasher; Dryer; Microwave; Range Hood; Refrigerator; Washer Construction: Wood Frame Exterior Siding: Wood Roof: Asphalt Shingles Basement: Crawl; Full; Interior Access Floor: Ceramic Tile; Wood Garage: Attached; Auto Opener; Heated; Oversized Fuel: Oil Hot Water: Electric Lead Paint: Unk Zoning: Residential Seller Disc: No Possession: Close Of Escrow

Documents

Listing Office: STONE HOUSE PROPERTIES, LLC
Listing Agent: Sheila Thunfors
Last Updated: April - 20 - 2026
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